Known as Spud during his appearances between 1931 and 1932 in the "Our Gang" series of short subject films, he's probably most remembered as the older, spoiled, red-headed, stepbrother of "Wheezer", played by Bobby Hutchins and Dorothy, played by Dorothy Deborba.

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In the 1931 Our Gang film, Dogs Is Dogs, "Stymie", played by Mathew Beard almost convinces Sherwood that ham and eggs can talk in a ploy to get him to cook for everyone.

In 1932, Sherwood performed in Hook and Ladder and Readin' and Writin'